Temperature-resistant silicone resins

Patent metadata

Field	Value
Publication number	US-2016009864-A1
Application number	US-201414329884-A
Country	US
Kind code	A1
Filing date	Jul 11, 2014
Priority date	Jul 11, 2014
Publication date	Jan 14, 2016
Grant date	—

Abstract

Methods and formulations for modified silicone resins of Formula (II) are presented. Formula (II) comprises at least one of each of the following subunits:

The R 1 , R 2 , R 3 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 and R 13 are each independently selected from a group consisting of H, alkyl, alkenyl, alkynyl, and aryl. The X is selected from a group consisting of arylene, transition metal, inorganic oxide, and silsesquioxane. The values oft ranges from 1 to 10, y ranges from 1 to 200 and z ranges from 1 to 1,000. The elastomeric materials prepared from modified silicone resins display robust mechanical properties following prolonged exposure to high temperatures (e.g., 316° C. or higher).

First claim

1 . A modified silicone resin of Formula (II):

wherein:
 R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of H, alkyl, alkenyl, alkynyl, and aryl;
 X is selected from the group consisting of

wherein R 21 , R 22 , R 22 , R 24 , and R 25 , are independently selected from the group consisting of propoxy, butoxy, and phenyl;
 t ranges from 1 to 10;
 y ranges from 1 to 200; and
 z ranges from 1 to 1,000.

2 . The modified silicone resin of claim 1 , wherein:
t ranges from 1 to 3; y ranges from 1 to 100; and z ranges from 10 to 500.

3 . The modified silicone resin of claim 1 , wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of H, C 1-8 alkyl, C 2-8 alkenyl, C 2-8 alkynyl, and aryl.

4 . The modified silicone resin of claim 1 , wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of methyl, ethyl, propyl, butyl, ethylenyl, propylenyl, butylenyl, acetylenyl, diacetylenyl, and aryl.

5 . The modified silicone resin of claim 1 , wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of methyl and phenyl.

6 . The modified silicone resin of claim 1 , wherein the modified silicone resin of Formula (II) is at least one selected from a group consisting of resins (1)-(3):

Resin
X
R 6-11
R #

1

CH 3
R 23 , R 24 = OPr

2

CH 3
R 21 , R 22 = OBu

3

CH 3
R 25 = Phenyl

wherein:
t ranges from 1 to 3;
y ranges from 1 to 100; and
z ranges from 10 to 500.

7 . The modified silicone resin of claim 1 , wherein values for t, y and z provide a compound of Formula (II) having a viscosity ranging from about 500 cSt to about 10,000 cSt.

8 . The modified silicone resin of claim 1 , wherein the ratio of t to y ranges from about 1:1 to about 1:200.

9 . An elastomer formulation comprising:
at least one modified silicone resin of Formula (II):

wherein:
 R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of H, alkyl, alkenyl, alkynyl, and aryl;
 X is selected from a group consisting of arylene, transition metal, silsesquioxane,

wherein R 21 , R 22 , R 22 , R 24 , R 25 , R 55 , and R 56 are independently selected from the group consisting of methyl, propoxy, butoxy, and phenyl;
 t ranges from 1 to 10;
 y ranges from 1 to 200; and
 z ranges from 1 to 1,000;
at least one silicate;
at least one metal oxide comprising Fe 2 O having a particle size ranging from about 10 nm to about 5 μm; and
at least one curing agent that is at least one of dibutyltin dilaurate, tris(dimethylamino)methylsilane, and ethyltriacetoxysilane.

10 . The elastomer formulation of claim 9 , wherein:
t ranges from 1 to 3; y ranges from 1 to 100; and z ranges from 10 to 500.

11 . The elastomer formulation of claim 9 , wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of H, C 1-8 alkyl, C 2-8 alkenyl, C 2-8 alkynyl, and aryl.

12 . The elastomer formulation of claim 9 , wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 each independently selected from a group consisting of methyl, ethyl, propyl, butyl, ethylenyl, propylenyl, butylenyl, acetylenyl, diacetylenyl, and aryl.

13 . The elastomer formulation of claim 9 , wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of methyl and phenyl.

14 . The elastomer formulation of claim 9 , wherein the at least one modified silicone resin of Formula (II) is selected from a group consisting of resins (1)-(15):

Resin
X
R 6-11
R #

 (1)

CH 3
R 55-56 = CH 3

 (2)

CH 3
R 55-56 = Phenyl

 (3)

CH 3

 (4)

R 8-11 = CH 3 R 6, 7, 12, 13 = CH 3 , Vinyl

Assignees

• Boeing Co

Inventors

• Zhou Chaoyin
• Nowak Andrew P
• Sharp Richard E
• Li Wen
• French James E

Classifications

• C08G77/42

  Block-or graft-polymers containing polysiloxane sequences (polymerising aliphatic unsaturated monomers on to a polysiloxane C08F283/12) · CPC title

• C08G77/04 Primary

  Polysiloxanes · CPC title

• C08G77/52 Primary

  containing aromatic rings · CPC title

• C08K5/54

  Silicon-containing compounds {(C08K5/0091 takes precedence)} · CPC title

• C08L83/14

  in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms (C08L83/10 takes precedence) · CPC title